CA2901559C - Composes pyrimidinium substitues et derives destines a lutter contre les animaux nuisibles - Google Patents
Composes pyrimidinium substitues et derives destines a lutter contre les animaux nuisibles Download PDFInfo
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- CA2901559C CA2901559C CA2901559A CA2901559A CA2901559C CA 2901559 C CA2901559 C CA 2901559C CA 2901559 A CA2901559 A CA 2901559A CA 2901559 A CA2901559 A CA 2901559A CA 2901559 C CA2901559 C CA 2901559C
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- 241001465754 Metazoa Species 0.000 title claims abstract description 86
- 241000607479 Yersinia pestis Species 0.000 title claims abstract description 76
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- -1 pyrimidinium compound Chemical class 0.000 claims description 300
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 78
- 229910052736 halogen Inorganic materials 0.000 claims description 72
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 53
- 125000005842 heteroatom Chemical group 0.000 claims description 40
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- CJDWRQLODFKPEL-UHFFFAOYSA-N teflubenzuron Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC1=CC(Cl)=C(F)C(Cl)=C1F CJDWRQLODFKPEL-UHFFFAOYSA-N 0.000 description 1
- WWJZWCUNLNYYAU-UHFFFAOYSA-N temephos Chemical compound C1=CC(OP(=S)(OC)OC)=CC=C1SC1=CC=C(OP(=S)(OC)OC)C=C1 WWJZWCUNLNYYAU-UHFFFAOYSA-N 0.000 description 1
- IWVCMVBTMGNXQD-UHFFFAOYSA-N terramycin dehydrate Natural products C1=CC=C2C(O)(C)C3C(O)C4C(N(C)C)C(O)=C(C(N)=O)C(=O)C4(O)C(O)=C3C(=O)C2=C1O IWVCMVBTMGNXQD-UHFFFAOYSA-N 0.000 description 1
- 125000004213 tert-butoxy group Chemical group [H]C([H])([H])C(O*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- DZLFLBLQUQXARW-UHFFFAOYSA-N tetrabutylammonium Chemical compound CCCC[N+](CCCC)(CCCC)CCCC DZLFLBLQUQXARW-UHFFFAOYSA-N 0.000 description 1
- UBCKGWBNUIFUST-YHYXMXQVSA-N tetrachlorvinphos Chemical compound COP(=O)(OC)O\C(=C/Cl)C1=CC(Cl)=C(Cl)C=C1Cl UBCKGWBNUIFUST-YHYXMXQVSA-N 0.000 description 1
- LITQZINTSYBKIU-UHFFFAOYSA-F tetracopper;hexahydroxide;sulfate Chemical compound [OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Cu+2].[Cu+2].[Cu+2].[Cu+2].[O-]S([O-])(=O)=O LITQZINTSYBKIU-UHFFFAOYSA-F 0.000 description 1
- MLGCXEBRWGEOQX-UHFFFAOYSA-N tetradifon Chemical compound C1=CC(Cl)=CC=C1S(=O)(=O)C1=CC(Cl)=C(Cl)C=C1Cl MLGCXEBRWGEOQX-UHFFFAOYSA-N 0.000 description 1
- CBXCPBUEXACCNR-UHFFFAOYSA-N tetraethylammonium Chemical compound CC[N+](CC)(CC)CC CBXCPBUEXACCNR-UHFFFAOYSA-N 0.000 description 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
- 125000004853 tetrahydropyridinyl group Chemical group N1(CCCC=C1)* 0.000 description 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
- 229960005199 tetramethrin Drugs 0.000 description 1
- QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 229920002725 thermoplastic elastomer Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 239000004308 thiabendazole Substances 0.000 description 1
- 235000010296 thiabendazole Nutrition 0.000 description 1
- WJCNZQLZVWNLKY-UHFFFAOYSA-N thiabendazole Chemical compound S1C=NC(C=2NC3=CC=CC=C3N=2)=C1 WJCNZQLZVWNLKY-UHFFFAOYSA-N 0.000 description 1
- 229960004546 thiabendazole Drugs 0.000 description 1
- NWWZPOKUUAIXIW-FLIBITNWSA-N thiamethoxam Chemical compound [O-][N+](=O)\N=C/1N(C)COCN\1CC1=CN=C(Cl)S1 NWWZPOKUUAIXIW-FLIBITNWSA-N 0.000 description 1
- WOSNCVAPUOFXEH-UHFFFAOYSA-N thifluzamide Chemical compound S1C(C)=NC(C(F)(F)F)=C1C(=O)NC1=C(Br)C=C(OC(F)(F)F)C=C1Br WOSNCVAPUOFXEH-UHFFFAOYSA-N 0.000 description 1
- 150000003558 thiocarbamic acid derivatives Chemical class 0.000 description 1
- DNVLJEWNNDHELH-UHFFFAOYSA-N thiocyclam Chemical compound CN(C)C1CSSSC1 DNVLJEWNNDHELH-UHFFFAOYSA-N 0.000 description 1
- BAKXBZPQTXCKRR-UHFFFAOYSA-N thiodicarb Chemical compound CSC(C)=NOC(=O)NSNC(=O)ON=C(C)SC BAKXBZPQTXCKRR-UHFFFAOYSA-N 0.000 description 1
- OPASCBHCTNRLRM-UHFFFAOYSA-N thiometon Chemical compound CCSCCSP(=S)(OC)OC OPASCBHCTNRLRM-UHFFFAOYSA-N 0.000 description 1
- QGHREAKMXXNCOA-UHFFFAOYSA-N thiophanate-methyl Chemical compound COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC QGHREAKMXXNCOA-UHFFFAOYSA-N 0.000 description 1
- QSOHVSNIQHGFJU-UHFFFAOYSA-L thiosultap disodium Chemical compound [Na+].[Na+].[O-]S(=O)(=O)SCC(N(C)C)CSS([O-])(=O)=O QSOHVSNIQHGFJU-UHFFFAOYSA-L 0.000 description 1
- 229960002447 thiram Drugs 0.000 description 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- 235000010215 titanium dioxide Nutrition 0.000 description 1
- OBZIQQJJIKNWNO-UHFFFAOYSA-N tolclofos-methyl Chemical compound COP(=S)(OC)OC1=C(Cl)C=C(C)C=C1Cl OBZIQQJJIKNWNO-UHFFFAOYSA-N 0.000 description 1
- WPALTCMYPARVNV-UHFFFAOYSA-N tolfenpyrad Chemical compound CCC1=NN(C)C(C(=O)NCC=2C=CC(OC=3C=CC(C)=CC=3)=CC=2)=C1Cl WPALTCMYPARVNV-UHFFFAOYSA-N 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- HYVWIQDYBVKITD-UHFFFAOYSA-N tolylfluanid Chemical compound CN(C)S(=O)(=O)N(SC(F)(Cl)Cl)C1=CC=C(C)C=C1 HYVWIQDYBVKITD-UHFFFAOYSA-N 0.000 description 1
- YWSCPYYRJXKUDB-KAKFPZCNSA-N tralomethrin Chemical compound CC1(C)[C@@H](C(Br)C(Br)(Br)Br)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 YWSCPYYRJXKUDB-KAKFPZCNSA-N 0.000 description 1
- PJANXHGTPQOBST-VAWYXSNFSA-N trans-stilbene Chemical compound C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 description 1
- DDVNRFNDOPPVQJ-HQJQHLMTSA-N transfluthrin Chemical compound CC1(C)[C@H](C=C(Cl)Cl)[C@H]1C(=O)OCC1=C(F)C(F)=CC(F)=C1F DDVNRFNDOPPVQJ-HQJQHLMTSA-N 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 230000014616 translation Effects 0.000 description 1
- BAZVSMNPJJMILC-UHFFFAOYSA-N triadimenol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC1=CC=C(Cl)C=C1 BAZVSMNPJJMILC-UHFFFAOYSA-N 0.000 description 1
- NKNFWVNSBIXGLL-UHFFFAOYSA-N triazamate Chemical compound CCOC(=O)CSC1=NC(C(C)(C)C)=NN1C(=O)N(C)C NKNFWVNSBIXGLL-UHFFFAOYSA-N 0.000 description 1
- AMFGTOFWMRQMEM-UHFFFAOYSA-N triazophos Chemical compound N1=C(OP(=S)(OCC)OCC)N=CN1C1=CC=CC=C1 AMFGTOFWMRQMEM-UHFFFAOYSA-N 0.000 description 1
- IQGKIPDJXCAMSM-UHFFFAOYSA-N triazoxide Chemical compound N=1C2=CC=C(Cl)C=C2[N+]([O-])=NC=1N1C=CN=C1 IQGKIPDJXCAMSM-UHFFFAOYSA-N 0.000 description 1
- ZOKXUAHZSKEQSS-UHFFFAOYSA-N tribufos Chemical compound CCCCSP(=O)(SCCCC)SCCCC ZOKXUAHZSKEQSS-UHFFFAOYSA-N 0.000 description 1
- 208000003982 trichinellosis Diseases 0.000 description 1
- 201000007588 trichinosis Diseases 0.000 description 1
- NFACJZMKEDPNKN-UHFFFAOYSA-N trichlorfon Chemical compound COP(=O)(OC)C(O)C(Cl)(Cl)Cl NFACJZMKEDPNKN-UHFFFAOYSA-N 0.000 description 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
- DQJCHOQLCLEDLL-UHFFFAOYSA-N tricyclazole Chemical compound CC1=CC=CC2=C1N1C=NN=C1S2 DQJCHOQLCLEDLL-UHFFFAOYSA-N 0.000 description 1
- MCVUKOYZUCWLQQ-UHFFFAOYSA-N tridecylbenzene Chemical class CCCCCCCCCCCCCC1=CC=CC=C1 MCVUKOYZUCWLQQ-UHFFFAOYSA-N 0.000 description 1
- GKASDNZWUGIAMG-UHFFFAOYSA-N triethyl orthoformate Chemical compound CCOC(OCC)OCC GKASDNZWUGIAMG-UHFFFAOYSA-N 0.000 description 1
- ONCZDRURRATYFI-TVJDWZFNSA-N trifloxystrobin Chemical compound CO\N=C(\C(=O)OC)C1=CC=CC=C1CO\N=C(/C)C1=CC=CC(C(F)(F)F)=C1 ONCZDRURRATYFI-TVJDWZFNSA-N 0.000 description 1
- HSMVPDGQOIQYSR-KGENOOAVSA-N triflumizole Chemical compound C1=CN=CN1C(/COCCC)=N/C1=CC=C(Cl)C=C1C(F)(F)F HSMVPDGQOIQYSR-KGENOOAVSA-N 0.000 description 1
- XAIPTRIXGHTTNT-UHFFFAOYSA-N triflumuron Chemical compound C1=CC(OC(F)(F)F)=CC=C1NC(=O)NC(=O)C1=CC=CC=C1Cl XAIPTRIXGHTTNT-UHFFFAOYSA-N 0.000 description 1
- RROQIUMZODEXOR-UHFFFAOYSA-N triforine Chemical compound O=CNC(C(Cl)(Cl)Cl)N1CCN(C(NC=O)C(Cl)(Cl)Cl)CC1 RROQIUMZODEXOR-UHFFFAOYSA-N 0.000 description 1
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 1
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- RVKCCVTVZORVGD-UHFFFAOYSA-N trinexapac-ethyl Chemical group O=C1CC(C(=O)OCC)CC(=O)C1=C(O)C1CC1 RVKCCVTVZORVGD-UHFFFAOYSA-N 0.000 description 1
- 239000002753 trypsin inhibitor Substances 0.000 description 1
- 239000003744 tubulin modulator Substances 0.000 description 1
- 238000009827 uniform distribution Methods 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- DBXFMOWZRXXBRN-LWKPJOBUSA-N valifenalate Chemical compound CC(C)OC(=O)N[C@@H](C(C)C)C(=O)NC(CC(=O)OC)C1=CC=C(Cl)C=C1 DBXFMOWZRXXBRN-LWKPJOBUSA-N 0.000 description 1
- LESVOLZBIFDZGS-UHFFFAOYSA-N vamidothion Chemical compound CNC(=O)C(C)SCCSP(=O)(OC)OC LESVOLZBIFDZGS-UHFFFAOYSA-N 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 230000003612 virological effect Effects 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 239000007762 w/o emulsion Substances 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- WCJYTPVNMWIZCG-UHFFFAOYSA-N xylylcarb Chemical compound CNC(=O)OC1=CC=C(C)C(C)=C1 WCJYTPVNMWIZCG-UHFFFAOYSA-N 0.000 description 1
- 239000005943 zeta-Cypermethrin Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 229940048462 zinc phosphide Drugs 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
- FJBGIXKIXPUXBY-UHFFFAOYSA-N {2-[3-(4-chlorophenyl)propyl]-2,4,4-trimethyl-1,3-oxazolidin-3-yl}(imidazol-1-yl)methanone Chemical compound C1=CN=CN1C(=O)N1C(C)(C)COC1(C)CCCC1=CC=C(Cl)C=C1 FJBGIXKIXPUXBY-UHFFFAOYSA-N 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D498/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Tropical Medicine & Parasitology (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Catching Or Destruction (AREA)
Abstract
La présente invention concerne des composés pyrimidinium substitués de formule (I) et les stéréoisomères, sels, tautomères et N-oxydes de ceux-ci et les compositions les comprenant. L'invention concerne également des procédés et des utilisations de ces composés pyrimidinium substitués et des compositions les contenant à des fins de lutte contre les animaux nuisibles. L'invention concerne, en outre, des procédés pesticides d'application de ces composés pyrimidinium substitués. Les composés pyrimidinium substitués de la présente invention sont définis par la formule générale (I) dans laquelle X, Y, Z, R1, R2, A et Het sont tels que définis dans la description.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361810746P | 2013-04-11 | 2013-04-11 | |
| US61/810,746 | 2013-04-11 | ||
| PCT/EP2014/057344 WO2014167084A1 (fr) | 2013-04-11 | 2014-04-11 | Composés pyrimidinium substitués et dérivés destinés à lutter contre les animaux nuisibles |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2901559A1 CA2901559A1 (fr) | 2014-10-16 |
| CA2901559C true CA2901559C (fr) | 2021-11-02 |
Family
ID=50478847
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2901559A Active CA2901559C (fr) | 2013-04-11 | 2014-04-11 | Composes pyrimidinium substitues et derives destines a lutter contre les animaux nuisibles |
Country Status (16)
| Country | Link |
|---|---|
| US (2) | US9730451B2 (fr) |
| EP (1) | EP2984089B1 (fr) |
| JP (2) | JP6449850B2 (fr) |
| KR (2) | KR102223216B1 (fr) |
| CN (1) | CN105121441B (fr) |
| AR (1) | AR096022A1 (fr) |
| AU (1) | AU2014253086B2 (fr) |
| BR (1) | BR112015021863B1 (fr) |
| CA (1) | CA2901559C (fr) |
| CL (1) | CL2015003001A1 (fr) |
| CR (1) | CR20150610A (fr) |
| ES (1) | ES2913139T3 (fr) |
| MX (1) | MX2015014204A (fr) |
| PT (1) | PT2984089T (fr) |
| UA (1) | UA115904C2 (fr) |
| WO (1) | WO2014167084A1 (fr) |
Families Citing this family (41)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR096022A1 (es) * | 2013-04-11 | 2015-12-02 | Basf Se | Compuestos de pirimidinio sustituido, útiles para combatir plagas de animales |
| ES2639487T3 (es) | 2013-06-17 | 2017-10-26 | Basf Se | Compuestos de pirimidinio sustituidos y derivados para combatir plagas animales |
| KR102411744B1 (ko) * | 2016-04-01 | 2022-06-21 | 바스프 에스이 | 바이시클릭 화합물 |
| CN109195955B (zh) * | 2016-04-06 | 2022-10-18 | 勃林格殷格翰动物保健美国公司 | 用于制备对映异构地富集的异噁唑啉化合物-(S)-afoxolaner的结晶甲苯溶剂化物的方法 |
| RU2019107162A (ru) | 2016-08-15 | 2020-09-15 | Байер Кропсайенс Акциенгезельшафт | Конденсированные бициклические гетероциклические производные в качестве средств для борьбы с вредителями |
| JOP20190086A1 (ar) | 2016-10-21 | 2019-04-18 | Novartis Ag | مشتقات نافثيريدينون جديدة واستخدامها في معالجة عدم انتظام ضربات القلب |
| EP3575286B1 (fr) | 2017-01-26 | 2022-05-11 | Mitsui Chemicals Agro, Inc. | Composé de pyridone et bactéricide à usage agricole et horticole utilisant celui-ci en tant que principe actif |
| EP3601298B1 (fr) * | 2017-03-31 | 2021-12-01 | Basf Se | Procédé pour préparer des composés 2,3-dihydrothiazolo[3,2-a]pyrimidin-4-ium chiraux |
| CA3059675A1 (fr) | 2017-04-10 | 2018-10-18 | Mitsui Chemicals Agro, Inc. | Composes pyridone, et fongicide agricole et horticole en renfermant comme ingredients actifs |
| US11000038B2 (en) | 2017-04-10 | 2021-05-11 | Mitsui Chemicals Agro, Inc. | Pyridone compounds and agricultural and horticultural fungicides containing the same as active ingredients |
| UA126399C2 (uk) | 2017-04-11 | 2022-09-28 | Міцуі Кемікалз Агро, Інк. | Піридони і сільськогосподарські і садові фунгіциди, які їх містять, як активні інгредієнти |
| JP7263250B2 (ja) | 2017-04-27 | 2023-04-24 | ビーエーエスエフ ソシエタス・ヨーロピア | 光学活性２，３－ジヒドロチアゾロ［３，２－ａ］ピリミジン－４－イウム化合物を製造する方法 |
| CN110621677B (zh) * | 2017-05-03 | 2022-06-07 | 巴斯夫欧洲公司 | 制备手性2,3-二氢噻唑并[3,2-a]嘧啶-4-鎓化合物的方法 |
| US11117863B2 (en) | 2017-06-08 | 2021-09-14 | Mitsui Chemicals Agro, Inc. | Pyridone compounds and agricultural and horticultural fungicides containing the same as active ingredients |
| US20210179620A1 (en) | 2017-06-16 | 2021-06-17 | Basf Se | Mesoionic imidazolium compounds and derivatives for combating animal pests |
| WO2018234202A1 (fr) | 2017-06-19 | 2018-12-27 | Basf Se | Composés pyrimidinium substitués et dérivés destinés à lutter contre les animaux nuisibles |
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| EP3828177B1 (fr) | 2018-07-25 | 2023-11-29 | Mitsui Chemicals Crop & Life Solutions, Inc. | Composé de pyridone et fongicide agricole et horticole comprenant celui-ci en tant que constituant actif |
| BR112021003324A2 (pt) | 2018-09-19 | 2021-05-11 | Basf Se | misturas de pesticidas, composições, métodos de combate ou controle de pragas invertebradas, de proteção de plantas em crescimento e de proteção de material de propagação vegetal, uso de mistura de pesticidas e semente |
| EP3628156A1 (fr) * | 2018-09-28 | 2020-04-01 | Basf Se | Procede de lutte contre les ravageurs de la canne a sucre, des agrumes, du colza et des plants de pomme de terre |
| TWI780230B (zh) * | 2018-09-28 | 2022-10-11 | 德商巴地斯顏料化工廠 | 用於製備含硫之嘧啶鎓化合物之方法 |
| TWI804514B (zh) * | 2018-09-28 | 2023-06-11 | 德商巴地斯顏料化工廠 | 用於對抗動物有害生物之嘧啶鎓化合物及其混合物 |
| EP3628157A1 (fr) | 2018-09-28 | 2020-04-01 | Basf Se | Procede de lutte contre les insectes resistants aux insecticides et transmission du virus aux plantes |
| BR112021004526A2 (pt) | 2018-09-28 | 2021-06-08 | Basf Se | uso do composto, métodos de proteção de plantas, de controle ou combate a pragas invertebradas e de tratamento de sementes e semente |
| EP3628158A1 (fr) | 2018-09-28 | 2020-04-01 | Basf Se | Composé pesticide contenant des substances mésoioniques et des biopesticides |
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| EP3769623A1 (fr) | 2019-07-22 | 2021-01-27 | Basf Se | Composés et dérivés mésoioniques d'imidazolium pour lutter contre les animaux nuisibles |
| EP4032878A1 (fr) | 2021-01-22 | 2022-07-27 | Basf Se | Procédé de préparation de 2-[2-(2-chlorothiazol-5-yl)-2-oxo-éthyl]sulfanyl-6-hydroxy-3-methyl-5-phenyl-pyrimidin-4-one |
| EP4032886A1 (fr) | 2021-01-22 | 2022-07-27 | Basf Se | Procédé de préparation d'une forme énantiomériquement enrichie de 2-[2- (2-chlorothiazol-5-yl)-2-hydroxy-éthyl]sulfanyl-6-hydroxy-3-méthyl-5-phenyl-pyrimidin-4-one |
| EP4032894A1 (fr) | 2021-01-22 | 2022-07-27 | Basf Se | Procédé de préparation d'une forme énantiomériquement enrichies de 3-(2-chlorothiazol-5-yl)-8-méthyl-7-oxo-6-phényl-2,3-dihydrothiazolo pyrimidin-4-ium-5-olate [3,2-a] |
| EP4032893A1 (fr) | 2021-01-22 | 2022-07-27 | Basf Se | Procédé de préparation d'une forme énantiomériquement enrichie de 3-(2-chlorothiazol-5-yl)-8-methyl-7-oxo-6-phenyl-2,3-dihydrothiazolo[3,2-a]pyrimidin-4-ium-5-olate |
| EP4063362A1 (fr) | 2021-03-25 | 2022-09-28 | Basf Se | Procédé de préparation de 2-[2-(2-chlorothiazol-5-yl)-2-hydroxy-éthyl]sulfanyl-6-hydroxy-3-méthyl-5-phenyl-pyrimidin-4-one énantiomériquement enrichie par hydrogénation du dérivé 2-oxo en présence de d'un catalyseur chirale de métal de transition |
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| DE3821711A1 (de) * | 1988-06-28 | 1990-02-08 | Bayer Ag | Thiazolopyrimidin-derivate, verfahren zu ihrer herstellung und ihre verwendung als schaedlingsbekaempfungsmittel |
| TWI401023B (zh) * | 2008-02-06 | 2013-07-11 | Du Pont | 中離子農藥 |
| UA107804C2 (en) * | 2009-08-05 | 2015-02-25 | Du Pont | Mixtures of pesticides mezoionnyh |
| UA110924C2 (uk) * | 2009-08-05 | 2016-03-10 | Е. І. Дю Пон Де Немур Енд Компані | Мезоіонні пестициди |
| BR112012002524A2 (pt) * | 2009-08-05 | 2019-09-24 | Du Pont | "composto de fórmula, composição, composição para proteger um animal de uma praga parasítica de invertebrados, métodos para controlar uma praga invertebrada e semente tratada" |
| TWI528899B (zh) * | 2010-12-29 | 2016-04-11 | 杜邦股份有限公司 | 中離子性殺蟲劑 |
| WO2012136724A1 (fr) * | 2011-04-06 | 2012-10-11 | Basf Se | Composés pyrimidinium substitués utilisables dans le cadre de la lutte contre les animaux nuisibles |
| AR096022A1 (es) * | 2013-04-11 | 2015-12-02 | Basf Se | Compuestos de pirimidinio sustituido, útiles para combatir plagas de animales |
| ES2639487T3 (es) | 2013-06-17 | 2017-10-26 | Basf Se | Compuestos de pirimidinio sustituidos y derivados para combatir plagas animales |
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2014
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- 2014-04-11 KR KR1020157032205A patent/KR102223216B1/ko active IP Right Grant
- 2014-04-11 KR KR1020217005894A patent/KR20210024256A/ko not_active Application Discontinuation
- 2014-04-11 UA UAA201510934A patent/UA115904C2/uk unknown
- 2014-04-11 PT PT147168298T patent/PT2984089T/pt unknown
- 2014-04-11 CA CA2901559A patent/CA2901559C/fr active Active
- 2014-04-11 US US14/783,600 patent/US9730451B2/en active Active
- 2014-04-11 ES ES14716829T patent/ES2913139T3/es active Active
- 2014-04-11 WO PCT/EP2014/057344 patent/WO2014167084A1/fr active Application Filing
- 2014-04-11 EP EP14716829.8A patent/EP2984089B1/fr active Active
- 2014-04-11 CN CN201480020609.3A patent/CN105121441B/zh active Active
- 2014-04-11 MX MX2015014204A patent/MX2015014204A/es unknown
- 2014-04-11 BR BR112015021863-6A patent/BR112015021863B1/pt active IP Right Grant
- 2014-04-11 AU AU2014253086A patent/AU2014253086B2/en active Active
- 2014-04-11 JP JP2016506980A patent/JP6449850B2/ja active Active
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- 2017-07-21 US US15/656,293 patent/US11019820B2/en active Active
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Also Published As
| Publication number | Publication date |
|---|---|
| CN105121441A (zh) | 2015-12-02 |
| AU2014253086B2 (en) | 2018-01-18 |
| EP2984089A1 (fr) | 2016-02-17 |
| AU2014253086A1 (en) | 2015-10-22 |
| KR102223216B1 (ko) | 2021-03-04 |
| ES2913139T3 (es) | 2022-05-31 |
| KR20150142025A (ko) | 2015-12-21 |
| US9730451B2 (en) | 2017-08-15 |
| KR20210024256A (ko) | 2021-03-04 |
| AR096022A1 (es) | 2015-12-02 |
| BR112015021863A2 (pt) | 2017-07-18 |
| MX2015014204A (es) | 2015-12-11 |
| JP2019059759A (ja) | 2019-04-18 |
| CR20150610A (es) | 2016-04-12 |
| UA115904C2 (uk) | 2018-01-10 |
| EP2984089B1 (fr) | 2022-03-09 |
| CL2015003001A1 (es) | 2016-04-22 |
| WO2014167084A1 (fr) | 2014-10-16 |
| CN105121441B (zh) | 2018-04-20 |
| US20160058009A1 (en) | 2016-03-03 |
| BR112015021863A8 (pt) | 2019-11-26 |
| JP2016521264A (ja) | 2016-07-21 |
| JP6449850B2 (ja) | 2019-01-09 |
| US20180007905A1 (en) | 2018-01-11 |
| PT2984089T (pt) | 2022-03-31 |
| BR112015021863B1 (pt) | 2020-08-18 |
| CA2901559A1 (fr) | 2014-10-16 |
| US11019820B2 (en) | 2021-06-01 |
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